Windermere Holiday Shopping Extravaganza 2026

Windermere, Florida

Application Fee: $50

Contact Information

Tranquiliti Healing Arts and Wellness

Contact Email: annescharer18@gmail.com

Contact Phone: 407-448-0244

Requirement Overview

Eligible Applicant Types: Artist
Emerging Artists: Emerging artists may apply.
Submission Limit: 1

Media Requirements

Images | Min: 3, Max: 3
Total | Max: 3

Opportunity Summary

Windermere Arts will host their 2nd annual Windermere Holiday Shopping Extravaganza in Downtown Windermere, Florida.
This elite boutique event will showcase talented artists from around the country. This art show will be surrounded by music, food and performing arts in a festive atmosphere around the quaint downtown Windermere at Town Hall.
Don't miss this amazing event, which promises to be the best ever!
This is a judged art show and prizes are awarded Best in Show, 1st, 2nd, 3rd places.

There will be plenty of parking for patrons shopping your art work for the holidays.

General Information

This event will take place on Saturday, November 14th from 10:00am to 5:00 PM, and Sunday November 15th from 10:00 AM to 5:00 PM.
This is a judged event, and the judging will begin at 2pm on Saturday.
Cash prizes for 1st, 2nd, 3rd, Best of Show will be awarded when the judging is completed on Saturday.
Please make sure your art has item tags with pricing and the name of the piece to make it easier for the public and the judges.
Please make sure your booth sheet is on the right side of your tent. This will be provided after set up.
EXHIBITOR STANDARDS:
All work must be of original design and produced by the exhibiting artist. Giclee art is allowed from the same artist art work. Kits, imports, and mass-produced items will not be allowed. This rule is strictly enforced. The work exhibited and the booth must match the quality and style of work as represented in the submitted digital images.

Application Requirements

The contract for participation shall not become binding between the Artist/Exhibitor until the contract has been signed by the event organizers and confirmation has been sent to the Artist/Exhibitors email.
GPS for set up 530 Main Street Windermere Fl 34786
The event opens to the public on Saturday 10am – 5:00 PM and Sunday 10:00 AM – 5:00 PM. Artists/Exhibitors shall be responsible for the setup, breakdown, and cleanup of their own exhibit/booth area. Set up will begin Friday at 3:00 PM and must be completed by 7:30PM.
Breakdown must start AFTER 5 PM Sunday – no breakdown permitted before 5:00 PM. We will direct you to your booth upon arrival.
A booth space consists of a designated 10’x10’ area. Artist/Exhibitor must provide their own tent, tables and/or chairs, and any other items needed to complete their exhibit. Be advised that this event will take place outdoors.
If booth/exhibit requires the use of electricity, it must be requested at time of Application.
Booth/exhibit must be attended at all times throughout the event. Please contact a volunteer to cover your booth.
Booth/exhibit must have signs clearly identifying the name of the Artist/business.
Artists/Exhibitors booth space shall not be shared or sublet.
All Artists/Exhibitors will be instructed where to park after unloading your vehicle.
Alcohol samples and selling are strictly prohibited. No smoking is allowed or any open flames.
Artists/exhibitors are free to attend activities or presentations, provided their exhibit remains staffed in their absence.
Should any contingency interrupt or prevent the holding of the event, the organizer or volunteers shall in no way be liable to the Artists/Exhibitors. Application, booth and rental fees cannot be refunded, as they are distributed prior to the event for liability insurance, facility/operating costs, supplies, and marketing promotion.
This is a rain or shine outdoor event. In door space, is available on a first received application reservation. In the event of inclement weather, the event will go on unless the area is under a weather warning. Please follow the weather apps for forecast.
Artist spaces not occupied by 10:00 AM the day of the event will be considered a no-show, and the space will be deemed forfeited. This forfeited space may be resold, reassigned, or used without obligations for any refund whatsoever.
The Artist/Exhibitor shall not (a) commit any nuisance; (b) cause any smoke or odor to emanate from its space; (c) do anything which would interfere with the effectiveness of any utility of the event; (d) not cause excessive electricity use from their booth space, nor interfere with the availability of electricity for other exhibitors, nor attempt to utilize several outlets without prior approval; (e) nor do or permit to be done any act which might cause damage or invalidate any insurance policy .
Artists/Exhibitors agree to make no claim for any reason against the organizer, for lost, theft, damage or destruction of goods, nor any injury to themselves, their employees or volunteers, or visitors incurred at the event. Artists/Exhibitors agree to indemnify the organizers, against litigation and hold them harmless for any liability arising out of the exhibitor’s participation in the event. Artists/Exhibitors agree to accept full responsibility for any such loss, theft, damage, destruction of goods or injury caused or experienced. Furthermore, Artists/Exhibitors shall indemnify and hold the organizers, its employees, agents, officials and contractors, harmless from, and against any and all claims, including, without limitation to, attorney’s fees (whether incurred before, during, or after trial, or upon appellate level) arising from the exhibitor participation in this event. Artists/Exhibitors agree to secure all their belongings for the entire event.
Artists/Exhibitors are not allowed to use, attach and/or hang from any structure without prior written approval from the organizer.
Failure of the Artist/Exhibitor to comply in any respect with the terms, conditions, rules or regulations of this contract shall result in the termination of the rights of the Artist.
The organizer reserves the right to restrict exhibits to a maximum noise level and to suitable methods of operation and display.
In accordance to its goals, vision and mission, and due to the limited space availability, organizer reserves the right to decline any Application at its own discretion.

Jury Details

Average number of applications submitted each year

150

Average number of artists selected from the jury to participate in the event

Average number of exempt from jury artists who are invited to participate in the event

Booth Information

$50 Artist Application Fee* – Must accompany this Application. This $50 fee will be applied towards the booth space should Application be approved by the committee. This fee is non-refundable. Confirmation will be emailed. Total booth fee is $250.
$250 total per 10’ x 10’ Booth Space* – Maximum of 4 spaces. This is for the booth space only – Artist/Exhibitor must supply their tent, tables, linens, chairs and other items necessary for a successful exhibit.
This event opens to the public on Saturday 10:00am – 5:00 PM and Sunday 10:00 AM – 5:00 PM. Artists/Exhibitors shall be responsible for the setup, breakdown, and cleanup of their own exhibit/booth area. Set up will begin Friday at 3:00 PM and must be completed by 7:30 PM.
End of show breakdown must start AFTER 5 PM on Sunday – no breakdown permitted before 5:00 PM.
A booth space consists of a designated 10’x10’ area. Artist must provide their own tent, tables and/or chairs, and any other items needed to complete their exhibit. Be advised that this event will take place outdoors.
If booth/exhibit requires the use of electricity, it must be requested at time of Application. An additional fee applies.
Booth/exhibit must be attended at all times throughout the event.
Booth/exhibit must have signs clearly identifying the name of the Artist/business.
Artists/Exhibitors booth space shall not be shared or sublet.
Artists/Exhibitors will be assigned a 10'x10' space, unless otherwise requested on your application and payment. You will need to have your tent secured by weights in case of wind. Before you leave on Friday after set up. You are required to be at your tent at all times or designate someone to be there for you. Volunteers will be available, if you require help.
The judges will start their judging at 2:00 PM on Saturday, so you will need to be sure you are ready and your booth sheet is on your booth. We will give your booth sheet on Saturday morning. Please be organized and ready to open to the public on Saturday & Sunday promptly by 10AM.
We will have volunteers to help you with your set-up on Friday. We have off-duty officers all night for security.
Please do not leave valuables like computers in your booth over night.
Trash cans will be provided at the event so please remove your trash and clean up your area before leaving each day.
Please make sure you do not block walk ways with your artwork or any other objects.
All Artists/Exhibitors will be given instructions where to park after unloading your vehicle and during the show.

Questions? Anne at 407-448-0244 or email 2 days prior AnneScharer18@gmail.com

Refund Policy

There are NO refunds as the booth fees are allocated to advertising and administrative expenses.
This is a rain or shine event.

Additional Fees

Booth (2 days 125/day): $250

Electric: $25